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Anthony JacksonAJ
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Anthony Jackson

@anthonyjackson1

Structural CTO at TruBridge, reshaping platform architecture and delivery to enable enterprise SaaS migration and scalable integrations.

United States
Message

What I'm looking for

I’m interested in helping leadership teams identify the structural constraints behind recurring problems, then shaping the architecture and decisions that address them.

At TruBridge Encoder, I lead the platform technology organization and reshaped decision ownership across engineering, DevOps, and QA. I moved delivery from two major releases a year to a predictable monthly cadence while bringing cloud and desktop products to feature parity for enterprise SaaS migration.

Across technology leadership roles, I’ve re-architected platforms, modernized delivery practices, and tied technical strategy to business outcomes. I’m the author of Quiet Confidence, LeadershipOS™, and The Edge Case, and I run the Structural Bearing Diagnostic to help teams name the tensions they’ve been managing around.

Experience

Work history, roles, and key accomplishments

TruBridge logoTR
Current

Department Lead (CTO, Platform & API Products)

Aug 2023 - Present (3 years 2 months)

Led the complete platform technology organization for TruBridge Encoder: 19 employees and 20 offshore contractors spanning Engineering, DevOps, QA, Business Analysis, and Technical Writing, with full ownership of strategy, delivery, architecture, and budget.

• Re-architected organizational structure and decision ownership across engineering, DevOps, and QA, removing centralized bottlenecks and in

Cognizant Softvision logoCS

Enterprise Architect(Director Level)

Aug 2021 - Jun 2023 (1 year 10 months)

• Eliminated application-level rework across 10+ systems by validating a database-layer archival strategy for a financial services client managing exponential growth in credit card micro-transaction data, avoiding multi-system redevelopment

• Replaced legacy delivery model with Agile and DevOps operating structures across a 20-person engineering team, increasing feature throughput 5x and reducing

AH

Vice President of Software Development

Jun 2019 - Jul 2021 (2 years 1 month)

• Defined and executed technology strategy aligned with product and investor expectations, contributing to $30M in venture funding through technical due diligence

• Modernized platform architecture to eliminate data loss risk at scale, removing early design choke points that could not support the growth trajectory of a 150,000+ patient remote monitoring system

• Designed and launched a mobile-fi

GA

Software Development Manager

Gartner

Aug 2015 - Jun 2019 (3 years 10 months)

• Modernized publishing and research workflow systems by migrating from ASP.Net MVC to React, Redux, TypeScript, and Docker — reducing development cycle time by four months and improving team productivity 8% through a standardized, reusable front-end architecture

• Reduced team turnover 16% by implementing leadership practices focused on individual development and stability, generating meaningful

Avanade logoAV

Manager, Software Development

Mar 2012 - Jul 2015 (3 years 4 months)

• Led delivery of enterprise software solutions across client environments, coordinating distributed teams across North and South America, and India

• Increased development throughput by 43 percent by building and scaling cross-functional teams aligned to delivery outcomes

• Managed delivery using structured coordination models across multiple teams, ensuring alignment and execution under client

Interpublic Group (IPG) logoII

Principal Software Developer

Jun 2006 - Sep 2011 (5 years 3 months)

• Led development of business-critical applications supporting enterprise operations and internal platforms

• Progressed from individual contributor to technical leader, taking ownership of system design and delivery

Education

Degrees, certifications, and relevant coursework

LI

LinkedIn

How Managers Drive Extraordinary Team Performance

Jun 2023

LI

LinkedIn

Building Your Visibility as a Leader

Jun 2023

SC

Scrum.org

Professional Scrum Master™ I (PSM I)

Jun 2023

SC

Scrum.org

Professional Scrum Master™ II (PSM II)

Jul 2023

LI

LinkedIn

Leading with Stories

Jun 2023

LI

LinkedIn

Artificial Intelligence Foundations: Machine Learning

Jun 2023

LI

LinkedIn

Be the Manager People Won't Leave

Jun 2023

LI

LinkedIn

Becoming a Manager Your Team Loves

Jun 2023

LI

LinkedIn

Productive Leadership

Jun 2023

LI

LinkedIn

Designing RESTful APIs

Jun 2023

LI

LinkedIn

Developing Leadership Presence

Jun 2023

LI

LinkedIn

Diversity, Inclusion, and Belonging

Jun 2023

LI

LinkedIn

Enterprise Agile: Growing Scrum

Jun 2023

LI

LinkedIn

Growing Relationships as a Manager

Jun 2023

LI

LinkedIn

Learn Apache Kafka for Beginners

Jun 2023

LI

LinkedIn

How to Have Productive One-on-One Meetings

Jun 2023

LI

LinkedIn

How to Own a Room

Jun 2023

LI

LinkedIn

How to Rock an Interview

Jun 2023

LI

LinkedIn

Leading and Motivating People with Different Personalities

Jun 2023

LI

LinkedIn

OKRs to Drive Alignment, Autonomy, and Accountability in a Hybrid Workplace

Jun 2023

SU

Southern New Hampshire University

Master of Business Administration (M.B.A.), IT Management

2012 - 2016

CC

Charter Oak State College

Project Management Certificate, Business Administration and Management, General

2011 - 2012

CC

Charter Oak State College

Bachelors of Science, Business Administration

2008 - 2012

CC

Charter Oak State College

Associate in Science, Business Administration

2005 - 2008

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